articleTop 1% cited
Remote C–H Functionalization via Selective Hydrogen Atom Transfer
Synthesis · 2018 · Vol. 50(08) · pp. 1569–1586
David A. Nagib✉(The Ohio State University)Leah M. Stateman✉(The Ohio State University)Kohki M. Nakafuku✉(The Ohio State University)
Abstract
The selective functionalization of remote C-H bonds via intramolecular hydrogen atom transfer (HAT) is transformative for organic synthesis. This radical-mediated strategy provides access to novel reactivity that is complementary to closed-shell pathways. As modern methods for mild generation of radicals are continually developed, inherent selectivity paradigms of HAT mechanisms offer unparalleled opportunities for developing new strategies for C-H functionalization. This review outlines the history, recent advances, and mechanistic underpinnings of intramolecular HAT as a guide to addressing ongoing challenges in this arena.
Radical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesChemistryRadicalSurface modificationIntramolecular forceHydrogen atomAlkoxy groupPhotochemistryDiradicalReactivity (psychology)Stereochemistry
Funding
- American Chemical Society Petroleum Research Fund
- National Institute of General Medical Sciences
Citations
456
FWCI
24.55
field-weighted impact
References
150
Percentile
100%
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References
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Nature Chemistry · 2013 · 2,341 citations
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Chemical Reviews · 2010 · 6,049 citations
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Chemical Reviews · 2016 · 6,022 citations
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